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Full Cycle Account Executive Italy

plancraft logoplancraftMilanFull-timeListed 5mo ago

Tools for this application (partners): NEWCV (opens in new tab) (resume) · Huntr (opens in new tab) (tracking) · Huru (opens in new tab) (interview practice) · Frontrunners (opens in new tab) (hiring manager's email) · Aragon AI (opens in new tab) (headshot) · Terac (opens in new tab) (side work) what each does

The posting

Building the backbone of European trades together – with AI-first software.

We’re not just building software – we’re on a mission to create space for contractors & tradespeople by equipping them with AI solutions that work the way they do: fast, practical, and AI-first. With Tier 1 Investors from Europe and the US, like Headline and Creandum as well as 30,000+ tradespeople as customer base, we’re scaling across Europe to turn scattered tradespeople into thriving communities. We believe in zero admin, not zero personality – and we build every feature with the people in mind who wear the boots, not the suits. We’re #stoked to shape the future, #together as a team, and #humble in our mission to support the builders of tomorrow.

YOUR MISSION AT PLANCRAFT

As one of our first Account Executives in Italy, you play a key role in building plancraft’s presence from the ground up. Having just entered the market, we’re looking for someone who enjoys shaping things early on. You will develop relationships with a growing base of Italian customers, co-create a local sales approach, and turn early learnings into scalable success. You will work closely with a small and highly motivated local team, currently consisting of a Country Lead, Customer Success Manager and two Sales colleagues. This setup gives you a high level of ownership and real influence from day one. It is a hands on role where you collaborate closely while owning your own customer impact, with a strong focus on building sustainable foundations early on.

You will be based in Milan, working on site from our office, close to Porta Venezia, at least three days per week, with occasional travel to our HQ in Hamburg (for onboarding + quarterly visits).

Your Responsibilities

  • Convert leads into paying customers through excellent qualification, tailored demos, and consistent follow-up.
  • Own customers across the full lifecycle.
  • Execute daily sales activities with high quality, maintaining strong CRM hygiene and transparent documentation.
  • Collaborate closely with the team on localization, customer communication, and structured feedback loops.
  • Provide weekly reporting on lead flow, performance metrics, and customer insights.
  • Support outbound experiments (e.g., targeted outreach, event-based campaigns) and share learnings with HQ and local team.
  • Contribute to optimizing the sales process, improving structure and efficiency alongside the team.
  • Help prepare and refine the sales playbook and market learnings together with the Country Lead.

Must-haves

  • A self-starter entrepreneurial mindset with strong ownership, structure, and reliability.
  • Strong track record in closing deals and managing a structured pipeline.
  • 2+ years experience in B2B SaaS sales, ideally in SMB segment.
  • Proven hands-on experience with outbound prospecting and lead generation.
  • Solid CRM Experience (Hubspot preferred).
  • Comfortable working in fast-changing environments.
  • Italian language proficiency at C1/C2 level and strong English skills.

Nice-to-haves

  • Experience working in startups or early-market environments.

WHY PLANCRAFT?

  • Team Spirit : We’re driven by passion, commitment, and a shared mission. Team spirit matters to us - and we make it visible: with four major team events per year and a strong recognition culture where we regularly celebrate both the big and small wins together.
  • Ownership : You’re encouraged to take ownership from day one. In a flat hierarchy and high-trust environment, you’re empowered to make meaningful decisions and drive real impact.
  • Learning & Growth : We invest in your personal and professional development through a strong feedback culture, a personal learning budget, and targeted enablement formats. Our goal is to help you unlock your full potential.
  • AI Enablement : Our internal tools and workflows are AI-enabled by design. We support every team and individual in applying AI at the next level in their daily work, including getting your own ChatGPT+ license, of course.
  • Tech & Tooling : You’ll receive a MacBook, premium over-ear headphones, and everything else you need - from hardware to tools - to be effective in your daily doing.
  • Recharge : To ensure the needed rest, we offer 30 vacation days per year (based on a 5-day week) and Dec 24th off.
  • Flex Allowance: We provide you with a monthly flex allowance. You can spend it freely on topics like mobility, wellbeing, and more - whatever supports you best.
  • International Environment : We’re becoming more international every month, with team members already in Italy, France, the Netherlands, Austria and Poland - which is why English is our internal company language.

Please submit your application documents in English.

We’re #stoked to shape the future,#together as a team, and #humble in our mission to support the builders of tomorrow. For a first impression of us, take a look at our Instagram and LinkedIn page .

Diversity makes us better.We welcome people of all backgrounds, identities, abilities, and experiences, and we believe that different perspectives lead to better ideas, stronger products, and a healthier workplace. If you’re excited about our mission but your experience doesn’t align perfectly with every requirement, we encourage you to apply anyway. You might be exactly who we’re looking for.

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On the application processWe want your candidate experience with us to be smooth, transparent, and enjoyable. We aim to get back to you regarding your application within 5 business days. Our interview process typically takes about 4 weeks from start to finish, though this may vary by role. You can learn more about our process here . If you need adjustments or flexibility at any stage, please don’t hesitate to let us know - we’ll do our best to make it work for you.

Note on creating a test account

If you would like to create a test account as part of the challenge, please enter "Applicant" in the relevant field during registration and select "Other" under Trade. This ensures that our sales team does not mistakenly register you as a craft business and reach out to you unnecessarily.

Taken from plancraft's own posting, last seen live on 14 Nov 2026.

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The application

Your details and CV, then 10 questions (3 written).

Have readyCVCover letter (optional)LinkedIn (optional)
  1. 1.
    Do you currently have the legal right to work in the EU (or the specific country where this role is located)?Yes or no
  2. 2.
    Our team in Milan is working in a hybrid setup, with around 3 days per week together in the office. Would this setup work for you?Yes or no
  3. 3.
    What is your expected annual salary?Short answer
  4. 4.
    What is your current notice period?Short answer
  5. 5.
    What motivates you to apply, and why does this role feel like a great fit from your perspective?Written answer
  6. 6.
    How would you best describe your current use of AI in your work?Pick one
  7. 7.
    Tell us about a specific example you've used or would use AI in your work.Written answer
  8. 8.
    How would you rate your English skills?Pick one
  9. 9.
    Do you speak Italian at native-level proficiency or C1/C2 level?Yes or no
  10. 10.
    Anything else you'd like us to know?Written answer · optional

From plancraft's apply page, checked 12 Nov 2026.

About plancraft

Subscription office software for small trade businesses (AI-drafted quotes, invoices and e-invoices, crew scheduling, time tracking, project files and job costing), sold to painters, roofers, carpenters, tilers, landscapers and other crafts firms in Germany and across Europe.

Pay schedule: Fixed salary plus a variable part on sales, quoted as OTE, with a learning budget, a monthly flex allowance, paid holiday, a company AI tool license and, in Germany, a JobRad bike lease or a subsidised Deutschlandticket or BahnCard; the Polish seat is employed through Oyster as Employer of Record.

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